1-(Benzyloxy)propan-2-ol → 1-(Benzyloxy)propan-2-one

HRID 399104

반응식

HRID 399104 반응식
[CH2:1]([O:8][CH2:9][CH:10]([OH:12])[CH3:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>CN(C=O)C.O>[CH2:1]([O:8][CH2:9][C:10](=[O:12])[CH3:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 2

HCID 2959551-(Benzyloxy)propan-2-olHCID 178418287HCID 178418287, 화합물

생성물 1

HCID 36912841-(Benzyloxy)propan-2-one수율 78.7%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

반응 조건

온도
65 °C

실험 절차

3-Benzyoxypropan-2-ol 16 (40 g, 0.24 mol) was added to a suspension of pyridinium chlorochromate (155.2 g, 0.72 mol) in DMF (150 ml) at 25° C., stirred at 65° C. for 3 h, and then diluted with water (75 mL) (Step 14). The mixture was extracted with ether (2×50 mL) and the combined ether layers were washed with water (3×50 mL) dried (MgSO4) and the solvent removed by roto-evaporation. Distillation gave 31 g (77%) of 3-benzyloxypropan-2-one; 17 bp 104-106 (10 mm). 1H NMR (CDCl3) δ2.16 (s, 3H, CH3), 4.05 (s, 1H, OH), 4.59 (s, 2H, OCH2), 7.5 (s, 5H, phenyl).

후처리

  1. extractionThe mixture was extracted with ether (2×50 mL)
  2. washthe combined ether layers were washed with water (3×50 mL)
  3. dry with materialdried (MgSO4)
  4. customthe solvent removed by roto-evaporation
  5. distillationDistillation

출처 및 근거

ORD 기록
ord-071ec0f206a04182956109c495402c56
출처 데이터셋
uspto-grants-1998_10
특허 번호
US05817776

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